Some common heterocyclic compound, 18595-18-1, name is Methyl 3-amino-4-methylbenzoate, molecular formula is C9H11NO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. name: Methyl 3-amino-4-methylbenzoate
Triethylamine (65 mg, 0.64 mmol) (Acros) was added to a mixture of 2-quinolone-3-carboxylic acid (100 mg, 0.53 mmol) (Maybridge)) and HATU (241 mg, 0.64 mmol) (Aldrich) in DMF (5.0 mL) at room temperature. Mixture was stirred until clear solution was obtained (light brown). 3-Amino-p-toluic acid methyl ester (0.12 g, 0.70 mmol) (TCI) was added. Mixture was stirred for another 20 hours. Precipitate was formed. Water (50 mL), aqueous saturated sodium bicarbonate solution (10 mL), and ethyl acetate (25 mL) were added. After thorough mixing, white precipitate was collected by filtration, washed with water and ethyl acetate and recrystallized from hot DMF-ethyl acetate-hexanes to give 4-methyl-3-[(2-oxo-1,2-dihydro-quinoline-3-carbonyl)-amino]-benzoic acid methyl ester fine yellow needles. (Yield 0.16 g, 90.0%). HR-MS (ES+) m/z Calculated for C19H17N2O4 ([M+H]+): 337.1183. Found: 337.1183.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 18595-18-1, its application will become more common.
Reference:
Patent; Dominique, Romyr; Luk, Kin-Chun; Qiao, Qi; Rossman, Pamela Loreen; US2012/184548; (2012); A1;,
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